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Trail Running Calendar near Chislehurst 2026-2027

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Explore the top trail runs near Chislehurst for 2026-2027! We've gathered 218 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2027
Trail Half Marathon and 10K on Wimbledon Common on 5 September 2027, chip-timed with free photos and water stations, supporting the charity Beder.
Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath as sunset or night group runs.
Multi-distance Thames Path event on 11/12 Sept 2027 with supported rest stops, GPS tracking, camping and finishers kit.
Trail half, 10K and a free 2 km kids run at Denbies Vineyard with wine stations, live music and a post-race party.
Off-road 5 km and 10 km races in Fyfield, Essex supporting the local Scout Group with marshalled footpaths, tree-planting options and canine entries.
Trail event on rough, undulating tracks across Ashtead Common with 10 km and 2 km options, raising funds for local charities.
Three trail distances across Kent's North Downs, Greensand and Weald Way, finishing at Loddington Farm with a race village and on-site camping.
October 2027
Riverside out and back running event in Barnes along the Thames Path offering 10 km, half marathon and marathon distances with marshals and medical support.
Looped trail event from a Maidstone basecamp offering 50 km, 25 km and 10 km routes with staffed rest stops, GPS tracking, camping and shuttle transfers.
Trail runs in Epping Forest on 9 October 2027 offering 10K and half marathon routes through ancient woodland with chip timing and aid stations.
A guided 30-mile trail run from St Martha's Hill along the North Downs Way to Box Hill, offering group pacing, coaching, and route support for first-time ultra runners.
Trail races of 10 km and a half marathon through Bedgebury National Pinetum and Forest with bespoke finisher medals and prizes.
November 2027
Point to point Half Marathon along the Grand Union Canal from Cowley to Cassiobury Park, Watford, on towpaths, trails and woodland. Entry from £35.
A commemorative 7 hour Time Challenge in Staines along the Thames with options from 3 km to ultramarathon distances and medals for finishers.
Trail half marathon and 10K at Wimbledon Common on 21 November 2027 with chip timing, free race photos and post race goodies.
December 2027
Guided trail run at Box Hill covering 12.5 miles with about 1000 m of ascent across woodland and technical climbs, led at a steady group pace by an experienced guide.
A fully signed 50k trail ultra in the Surrey Hills from Dorking Sports Centre on 5 December 2027, with checkpoints, SportIdent timing and a 10 hour limit.
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